(2R,3S)-4-(tert-butyldiphenylsilyloxy)-1-chloro-3-(dibenzylamino)butan-2-ol

Base Information

• Chemical Name: (2R,3S)-4-(tert-butyldiphenylsilyloxy)-1-chloro-3-(dibenzylamino)butan-2-ol
• CAS No.: 929006-90-6
• Molecular Formula: C₃₄H₄₀ClNO₂Si
• Molecular Weight: 558.236

Synonyms:(2R,3S)-4-(tert-butyldiphenylsilyloxy)-1-chloro-3-(dibenzylamino)butan-2-ol

Chemical Property of (2R,3S)-4-(tert-butyldiphenylsilyloxy)-1-chloro-3-(dibenzylamino)butan-2-ol

Chemical Property:

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Technology Process of (2R,3S)-4-(tert-butyldiphenylsilyloxy)-1-chloro-3-(dibenzylamino)butan-2-ol

There total 2 articles about (2R,3S)-4-(tert-butyldiphenylsilyloxy)-1-chloro-3-(dibenzylamino)butan-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-(tert-butyl-diphenyl-silanyloxy)-1-chloro-3-dibenzylamino-butan-2-one (929006-89-3) → (2R,3S)-4-(tert-butyldiphenylsilyloxy)-1-chloro-3-(dibenzylamino)butan-2-ol (929006-90-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -91 ℃; for 20h;

DOI:10.1021/ol062804a

Reference yield:

3-(tert-butyl-diphenyl-silanyloxy)-2-dibenzylamino-propionic acid methyl ester → (2R,3S)-4-(tert-butyldiphenylsilyloxy)-1-chloro-3-(dibenzylamino)butan-2-ol (929006-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuLi / hexane; tetrahydrofuran / 1.5 h / -78 °C

2: LAH / tetrahydrofuran / 20 h / -91 °C

With lithium aluminium tetrahydride; n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1021/ol062804a

Reference yield:

(2R,3S)-4-(tert-butyldiphenylsilyloxy)-1-chloro-3-(dibenzylamino)butan-2-ol (929006-90-6) → (S)-N,N-dibenzyl-2-(tert-butyldiphenylsilyloxy)-1-((R)-oxiran-2-yl)ethanamine (929006-76-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

DOI:10.1021/ol062804a

upstream raw materials:

4-(tert-butyl-diphenyl-silanyloxy)-1-chloro-3-dibenzylamino-butan-2-one

Downstream raw materials:

(S)-N,N-dibenzyl-2-(tert-butyldiphenylsilyloxy)-1-((R)-oxiran-2-yl)ethanamine

(2S,3S)-2-(dibenzylamino)hept-5-yne-1,3,7-triol

(Z)-4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-en-1-ol

(E)-4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-en-1-ol

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